• Halloween Sights and Lights Tour aboard Old Town Trolley Tours

    Key West High School 2100 Flagler Ave, Key West, FL, United States

    Journey into a realm of enchanting curiosity with the Old Town Trolley of Key West Halloween Sights and Lights Tour! Stroll along the historic streets of Cayo Hueso, the intriguing...

    $19.95 – $30.45
  • Y2K End of the World Party – Big Cheezees Pub & Grub

    Big Cheezees Pub & Grub 404 Southard Street, Key West, FL, United States

    It's the end of the world and we know it! Join us at Big Cheezees Pub & Grub for a true 90's themed Y2K End Of the World Party during...

    Free
  • Boos Cruise and Costume Party aboard Fury Water Adventures

    Fury Water Adventures 631 Greene Street, Key West, FL, United States

    Fury's famed Commotion on the Ocean is getting a spooky season makeover, as we host our first Halloween Boos Cruise, complete with a costume contest and prizes. Join us for...

    $79.95
  • Fantasy Market

    Conch Republic Seafood Company 631 Greene Street, Key West, FL, United States

    Join your fellow revelers Friday, October 25, 2024 from 10 am to 4 pm at the 3rd annual Fantasy Market for great shopping, original local art, costumes & accessories and...

    Free
  • NEON NIGHTS – Fantasy Fest Parade Viewing Dinner Party

    Hellings Curry Museum 319 Duval Street, Key West, FL, United States

    Watch the Fantasy Fest Parade from one of Key West’s best locations! Tickets include a seated three course dinner at decorated tables and two complimentary drinks at the gorgeous courtyard...

    $300.00
  • Jazz in the Gardens

    Jazz in the Gardens
    The Gardens Hotel 526 Angela Street, Key West, FL, United States

    Whether you are trying to unwind after a day of exploring Key West or prepping for a night out on nearby Duval Street, d'vine Wine Gallery at the Gardens Hotel...

  • Sheriff’s Animal Farm Open House

    Sheriff’s Animal Farm Open House
    The Monroe County Sheriff's Office Children's Animal Farm 5501 College Road, Key West, FL, United States

    Make sure to visit the family-friendly Monroe County Sheriff's Animal Farm, open on the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of...

    Free
  • Spooky Halloween Specials aboard Sunset Watersports

    Spooky Specials for Halloween! Sunset Watersports, Key West's original and most trusted family owned and operated watersports company offers discounted trips for the long holiday weekend! Join Sunset Watersports to...

  • Trick or Treat Halloween Party

    Truman Waterfront Park Southard Street, Key West, FL, United States

    ???????? FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market ???????? Mark your calendars for October 31 from 4pm to 7pm (the Market opens at 2pm) and join us for...

    Free
  • Jazz in the Gardens

    Jazz in the Gardens
    The Gardens Hotel 526 Angela Street, Key West, FL, United States

    Whether you are trying to unwind after a day of exploring Key West or prepping for a night out on nearby Duval Street, d'vine Wine Gallery at the Gardens Hotel...